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KMID : 0617319940040010135
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Journal of Pharmacetical Sceiences Ewha Womans University
1994 Volume.4 No. 1 p.135 ~ p.142
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Hypervalent Iodine-Induced Nucleophilic Substitution of para-Substituted Phenol Ethers
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Kita, Yasuyuki
Tohma, Hirofumi/Hatanaka, Kenji/Takada, Takeshi/Fujita, Shigekazu/Mitoh, Shizue/Sakurai, Hiromu
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Abstract
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A novel hypervalent iodine induced nucleophilic substitution of para-substituted phenol ethers in the presence of a variety of nucleophiles is described. UV and ESR spectroscopic studies indicate that this reaction proceeds via cation radicals, 〔ArH^+〕, as reactive intermediates generated by single-electron transfer (SET) from a charge-transfer(CT) complex of phenol ethers with phenyliodine(III) bis(trifluoroacetate) (PIFA). This is the first case that involves a radical intermediate on hypervalent iodine oxidations of aromatic compounds.
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